Explore every episode of the podcast Payments Strategy Show
| Title | Pub. Date | Duration | |
|---|---|---|---|
| Maximizing revenue at the intersection of SaaS and payments with Ali Mast | 18 Feb 2025 | 00:24:03 | |
How do software companies transform payments from a bolt-on feature to a thriving profit center? In today's episode of The Payments Strategy Show, Ali Mast of Parachute Advisory shares her experience from a career at the intersection of SaaS and payments, and what she learned from embedding payments in 40+ software platforms.
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Tony Caudill's lessons from two vertical SaaS companies and an acquisition | 11 Feb 2025 | 00:27:40 | |
Tony Caudill shares insights from building a church membership engagement app and an all-in-one financial management platform for youth sports clubs, emphasizing how to choose the right payments provider, create a winning merchant experience, and drive adoption.
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Matt Brown's journey from SaaS operator to VC and the rise of embedded financial products in SaaS | 25 Feb 2025 | 00:25:32 | |
Why are some SaaS companies able to generate more than half of their revenue from payments, while others struggle to get customers to use the payments feature? Matt Brown of Matrix Partners shares his lessons learned from building fintech into the vertical SaaS platform at Bonsai and working closely with top SaaS and fintech leaders as a VC investor. He covers:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Instant onboarding, long-tail payment methods, and other shiny objects to avoid with Joshua Silver | 11 Mar 2025 | 00:23:55 | |
One of the biggest mistakes for vertical SaaS companies when it comes to payments is taking on too much. Too much risk and compliance responsibility, too much technical complexity, or too many features that add more confusion than value. In this episode, Becky Kopplin interviews Joshua Silver about exactly what SaaS companies must prioritize in a high-value embedded payments offering... and which shiny objects just cause problems. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Why 85% of SaaS payment offerings underperform -- and how to get it right with Brian Abernethy | 04 Mar 2025 | 00:24:52 | |
With so many SaaS companies embracing payments, why do only 10-15% achieve the expected financial results? Brian Abernethy of Utopaya joins host Joshua Silver on this episode to examine what separates the winners from the rest of the pack.
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Increase payments adoption and reduce churn by optimizing for user experience with Joseph Solomon | 25 Mar 2025 | 00:25:09 | |
As customers, why do we enjoy interacting with some software and dread others? And how can SaaS companies create that feeling of joy in an embedded payments product?
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Managing complexity and risk to create a successful payments strategy with Nikita Skitev | 18 Mar 2025 | 00:30:06 | |
With payments technology getting more and more complicated -- and fraud evolving at a similar rate -- how can SaaS companies build a winning payments strategy in a rapidly changing payments industry?
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| How vertical SaaS platforms are reducing embedded payments cost by 30 bps (or more!) with Max Jewell | 15 Apr 2025 | 00:24:57 | |
The biggest opportunity for SaaS companies to reduce embedded payments cost usually isn’t negotiating a lower fee with the payment provider. It’s optimizing interchange. In this episode, payments supply chain expert Max Jewell explains how interchange fees are determined, where SaaS companies might be able to qualify for better rates, and what to look for in your processing statements to uncover potential savings. Max shares:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| How modern vSaaS companies are eating incumbents for lunch with Ari Myers | 08 Apr 2025 | 00:21:06 | |
Vertical SaaS is bifurcating into two distinct approaches – and one approach will dominate. Joshua Silver (Founder & CEO of Rainforest) is joined by Ari Myers, Head of Commercial Strategy at Kanmon, to talk about the synergy between embedded payments and embedded lending, why the next generation of SaaS platforms will need to be fintech-first to stay competitive, and how to avoid the most common fintech fails. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| 3 secrets to a successful merchant migration with Becky Kopplin | 01 Apr 2025 | 00:22:51 | |
Merchant migrations can be a significant barrier for SaaS companies changing payment providers -- especially if there's concern about merchant pushback or churn.
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Build a winning payments product by solving your customers' most painful problem with Matthew Goldman | 29 Apr 2025 | 00:35:16 | |
How do you build and launch an embedded payments product that delights your customers, boosts retention, and grows your core business? The answer might surprise you. Product and strategy consultant Matthew Goldman of Totavi joins host Becky Kopplin to share product strategy for software companies adding or optimizing embedded fintech. They explore:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| The fight against fraud starts with mindset (not technology) with Dwayne Gefferie | 22 Apr 2025 | 00:32:34 | |
Fraudsters are evolving fast. How can software platforms and payments providers stay ahead? On the latest episode of The Payments Strategy Show, Dwayne Gefferie and Joshua Silver discussed the answers to this question and many more. Dwayne is known for his contrarian perspectives and deep expertise in payments data and risk management, so this episode goes into the weeds on auth rates, risk management, payments orchestration, and the state of the industry. Dwayne and Joshua covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| The future of payments will be tokenized (and what it means for software companies) with Colin Luce | 13 May 2025 | 00:29:00 | |
In this episode, Basis Theory Co-Founder and CEO Colin Luce joins Rainforest Founder and CEO Joshua Silver for a deep dive on payments orchestration, tokenization, and vaulting. They discussed:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Questions every software company should answer before investing in payments with Andrew Mosawi | 06 May 2025 | 00:24:11 | |
Payments pundits tend to say things like “every software company will be a payments company”... but how should software companies really evaluate the payments opportunity? Andrew Mosawi has helped hundreds of software companies set up and scale their payments businesses, and on this episode he joins host Joshua Silver to share his key insights. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| User experience eats everything (including low cost competitors) with Bob Butler | 03 Jun 2025 | 00:24:25 | |
How can a vertical SaaS company become THE operating system for their industry? Fintech board member, investor, and advisor Bob Butler joins Rainforest VP of Payments Becky Kopplin to discuss how vertical software companies become the system of record with robust vertical workflows and embedded fintech. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| How robust quoting and invoicing features helped ProLine drive payments adoption with AJ Briley | 27 May 2025 | 00:18:05 | |
One of the biggest challenges for software companies launching embedded payments is adoption. How do you get customers to use embedded payments? Roofing CRM platform ProLine didn't have this problem. Customers asked for payments. And, when ProLine launched their embedded payments, customers eagerly moved their payments volume to the platform. On this episode, ProLine Co-Founder and CEO AJ Briley joined host Joshua Silver to share how ProLine worked closely with customers to build the right product and get adoption so quickly:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Agentic commerce with Colin Luce and Joshua Silver | 20 May 2025 | 00:15:24 | |
Basis Theory Co-Founder and CEO Colin Luce joins Rainforest Founder and CEO Joshua Silver to discuss the future of agentic commerce. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| How embedded payments growth can drive 135% net revenue retention with Kevin Lee | 10 Jun 2025 | 00:28:43 | |
What does it take to grow a SaaS company from pre-revenue to market leader or scale to a successful exit? Kevin Lee has been a software and payments leader for more than 25 years and his track record includes multiple successful exits. He joins host Joshua Silver to discuss the the rise of embedded fintech, how the strongest SaaS companies are approaching embedded payments, and why the most promising SaaS companies are selling all-in-one solutions. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Swallow the frog and become the system of record with Luke Sophinos | 17 Jun 2025 | 00:29:19 | |
Will AI erode vertical SaaS? How can vertical software companies win market share when enterprise customers can use AI to build their own systems? Vertical software founder, CEO, and investor Luke Sophinos joined Rainforest VP of Revenue Aaron Steinberg to discuss the future of vertical SaaS. They covered:
Mentioned on this episode: Luke Sophinos: https://lukesophinos.com/ Luke’s newsletter: https://www.newsletter.lukesophinos.com/ Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Vertical Software Summit October 16th and 17th in Miami, FL https://www.verticalsaasgroup.com/vertical-software-summit The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Grow payments volume and revenue by upgrading your ACH experience with Joshua Silver | 24 Jun 2025 | 00:23:07 | |
The Automated Clearing House (ACH) network moved $86 trillion in the U.S. in 2024 – more than 7x the four major card networks combined. Yet the big embedded payment providers treat ACH as an afterthought. On this episode, Rainforest Founder and CEO Joshua Silver joins guest host Brooke Smith to discuss how software companies can drive more payments volume and revenue with ACH. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Operations will make or break your payments product with Emi Keshler and Kyle Scott | 24 Jul 2025 | 00:35:38 | |
When vertical software companies transition from referral-based payment providers to an embedded solution, one of the critical challenges is bringing payments support in-house. Vertical SaaS veterans Emi Keshler and Kyle Scott joined us this week to share their experiences supporting day-to-day operations for embedded payments at vertical software companies, and how to transform payments support from cost center to revenue driver. We discussed:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| Protect your business from first-party fraud with Shanthi Shanmugam | 08 Jul 2025 | 00:27:51 | |
The chargeback exists to protect consumers. And it assumes that all consumers are good actors. But what happens when they’re not? First party fraud is increasing by 30% every year. It’s hard to detect, accounts for more than 75% of chargebacks, and costs US businesses more than $100B per year. Shanthi Shanmugam, CEO of dispute automation platform Casap, joined guest-host Brooke Smith to discuss how payment providers, ISVs, and merchants can fight first-party fraud. They covered:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||
| How to surcharge the right way (and when to surcharge at all) with Becky Kopplin | 05 Aug 2025 | 00:16:14 | |
The most frequently asked questions about surcharging tend to focus on surcharging compliance. Compliance is important. But the first question should be “is surcharging even the right solution?” In this episode, Rainforest VP of Payments Becky Kopplin joins host Joshua Silver to share their insights on both questions. They discussed when to consider surcharging, which problems surcharging does (and does not) solve, and – if you do decide to surcharge – how to be compliant. This conversation covers:
The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay | |||